Pack Your Bags: The Best Fall Destinations to Visit This Season

Autumn is truly one of the best times of the year for travel. Airfare has come down from its summer highs, the crowds have thinned, and the weather has mellowed out enough to be blissfully comfortable. Especially if you live in a region that doesn’t usually see much change in the seasons, this is your opportunity to experience fall in all its colorful glory. And if you’re dreaming about a fall getaway this year, now’s the time to start planning.

If you’re not sure where to go for the best autumnal experience, we’ve got you covered. Read on for 12 fall destinations within the U.S. that are absolutely worth a visit this time of year. Pick one (or two!) and start packing that suitcase full of chunky sweaters ASAP.

1. The Berkshires, Massachusetts

Visiting The Berkshires in the fall offers a quintessential autumn experience. Your itinerary might feel like it’s straight out of a Hallmark movie, filled with vibrant fall foliage, trips to pumpkin patches, and apple picking. One of the best ways to enjoy the crisp fall weather and stunning autumn colors is by hiking Monument Mountain, a popular 3.8-mile trail with breathtaking views at the summit. Once you’re exhausted from your trek, head to Hilltop Orchards for a fresh apple cider donut. The Berkshires are surrounded by charming towns like Great Barrington, West Stockbridge, and Williamstown, which are all great for a day trip or a leisurely drive. For an ideal rainy day activity, visit the Massachusetts Museum of Contemporary Art, an incredible museum that’s well worth your time.

2. Savannah, Georgia

While Savannah is stunning year-round, the cooler temperatures make fall the ideal season to visit. You’ll instantly fall in love with the city’s historical charm and cozy ambience. Start your day with breakfast and coffee at Foxy Loxy Cafe before exploring the city. Savannah is best experienced on foot, so you can fully appreciate its beautiful architecture and picturesque parks. Be sure to visit Broughton Street for some shopping, especially at The Paris Market, a two-story shop inspired by France’s open-air markets. Afterward, enjoy a sweet treat at Leopold’s Ice Cream, a beloved local spot since 1919. In the evening, dine at The Olde Pink House, famous for its Southern cuisine. Finish the night off by embracing Savannah’s spooky side with a ghost tour—perfect for getting into the Halloween spirit. The city has no shortage of haunted sites and eerie tales, making it an unforgettable experience for those brave enough to join.

3. Telluride, Colorado

If you’re looking to spend some time in the great outdoors this fall, look no further than colorful Colorado. The mountain town of Telluride is especially gorgeous this time of year and the perfect spot to see fall color on full display. There are tons of trails in the area if you’re into hiking or mountain biking; otherwise, a ride on the (free!) gondola is a spectacular way to take in the scenery. Just keep in mind that the gondola only runs through mid-October, so plan your getaway in early autumn so you don’t miss this attraction. Spend the rest of your days strolling and shopping through the picturesque Mountain Village, trying out all the amazing dining options, or sipping cold beer brewed using Rocky Mountain snowmelt at Telluride Brewing Company. 

4. New York, New York

“Don’t you love New York in the fall? It makes me want to buy school supplies.” There’s a reason this classic line from the movie You’ve Got Mail still hasn’t gotten old after 25 years. New York City in the fall is simply the best. Plan a visit for mid-to-late October, when you can wander around the Upper East and West Side and take in the beautiful brownstones decked out for Halloween. Pop downtown and spend a leisurely Saturday or Sunday morning searching for treasures at the Chelsea Flea Market. Tour the Met for an afternoon, and then take a walk in Central Park while enjoying the sound of leaves crunching underfoot. Cap off the weekend with drinks at one of these Instagram-famous West Village hotspots: Dante, Bar Pisellino, or Boucherie.

5. Hot Springs, Arkansas

If you want a fall getaway with equal parts beautiful scenery and small-town charm, Hot Springs, Arkansas is the trip for you. While in town, don’t miss the Garvan Woodland Gardens, a botanical garden that’s home to the Anthony Chapel, a stunning architectural gem you may have seen on Pinterest, and the Bob & Sunny Evans Treehouse, a unique structure unlike anything else. After spending some time in nature, stroll down Bathhouse Row to explore a collection of bathhouses built in the late 1800s and early 1900s. These bathhouses were constructed over natural hot springs, where the water was pumped into soaking tubs for therapeutic baths. Many of the bathhouses have been converted into shops and restaurants, but The Buckstaff still offers the traditional bathing experience. If you’re not in the mood to soak, enjoy a beer at Superior Bathhouse Brewery instead, or make your way to the Hot Springs Mountain Tower for incredible 360-degree views of the town. For a casual dinner, grab a slice at Deluca’s Pizza, often touted as “the best in Arkansas.”

6. Charlottesville, Virginia

Though it’s best known as home to the University of Virginia, Charlottesville is way more than just a college town. If you’re a wine lover, this city should be high on your list of fall destinations. Among the many wineries nearby, some favorites include Barboursville Vineyard, Pippin Hill Farm, and Bold Rock Carter Mountain (perfect for fans of cider). When you return to town, take some time to explore the UVA grounds. Even if your college days feel like a distant memory, you’ll love wandering around this scenic campus. Then, grab a bagel from Bodo’s and head to the Downtown Mall, a pedestrian mall with shops and restaurants galore. On your way out of town, drive over to Shenandoah National Park, where you can take in beautiful foliage and snag some postcard-worthy photos.

7. Philadelphia, Pennsylvania

Philadelphia is an often-overlooked destination that’s totally worth a visit when fall arrives. Home to landmarks like Independence Hall and the Betsy Ross House, Philly is chock-full of history. Simply wander the streets of Old City, and you’ll practically be able to taste the 18th-century charm. Wander down Elfreth’s Alley, which dates back to 1703 and features 32 delightfully colorful homes and a small museum. The street looks even more stunning with autumn leaves on the ground. Foodies won’t want to miss Reading Terminal Market, an expansive indoor farmer’s market offering all kinds of culinary creations. Afterward, head to the Philadelphia Museum of Art, where you’ll find the famous “Rocky Steps.” For dinner, the White Dog Cafe in University City—a sophisticated, dog-themed restaurant—is a can’t-miss. Be sure to order the pretzel bread!

8. Salem, Massachusetts

Do you go wild for Halloween? Then Salem is most definitely the place to be during spooky season. Known for the 1692 witch trials, Salem is still associated with all things supernatural and scary. You can even take Hocus Pocus-themed tours, as the city is home to several filming locations. Or get your shopping on at the Essex Street Pedestrian Mall, which resembles a cross between Boston’s Newbury Street and Harry Potter’s Diagon Alley. Note that things tend to get ultra-busy in October—no surprise there!

9. Woodstock, Vermont

We couldn’t make a list of dreamy fall destinations without touching on glorious Vermont. The town of Woodstock is located about two hours away from Vermont’s largest city of Burlington. Known as one of the prettiest towns in the U.S., Woodstock is the perfect place to kick back and enjoy classic fall activities like apple picking, hiking, maple syrup tasting, and more. And no trip to Vermont is complete without a stay at a cute B & B. Fortunately, there are plenty to choose from in the Woodstock area!

10. Portland, Maine

I went to college in central Maine, so I will 100 percent be the first to admit that I have a bias toward New England in the fall. If you’ve never been to Maine, I suggest taking a fall trip to Portland. The downtown area is absolutely delightful and filled with all kinds of bars, restaurants, vintage shops, and museums. If you love eating, drinking, and art, it’s the ideal city for you! Pay a visit to the Portland Museum of Art, grab dinner at Duckfat (known for its crispy, fried-in-duck-fat Belgian fries), and cap off the night at Blyth & Burrows. If you have access to a car, drive over to the Portland Head Light—the quintessential lighthouse you often see in Maine photos—and grab some snaps as you take in the fall foliage.

11. Washington, D.C.

If you haven’t spent time in Washington, D.C., since that eighth-grade field trip, it’s time to return. I grew up in the D.C. area and spent five years living in the city after college, so I can attest that there is so much more to see and do than what you hear about in school. In the fall, I love strolling through Georgetown and nearby Old Town Alexandria, where the Halloween decorations are top-notch. Both neighborhoods also offer ghost tours, if that’s your thing!

If you’re looking for a more small-town feel, stay at a bed-and-breakfast like the Tabard Inn. Located in the buzzy Dupont Circle neighborhood, the hotel offers a delicious selection of food and drink. (Don’t miss their chocolate chip pancakes in the morning.) For a touristy activity that’s a bit off the beaten path, check out the Hillwood Estate. Arrive with a picnic lunch in tow (from Foxtrot Market, Tatte, or Call Your Mother Deli), and enjoy a meal on the Hillwood grounds, which are particularly stunning in autumn.

12. Asheville, North Carolina

Located in the North Carolina mountains, Asheville is a charming town. It’s home to the gorgeous Biltmore Estate, which was built by George Vanderbilt and is considered America’s largest home. The estate offers tons of activities, including indoor tours, gardens, a winery, and more. So you’ll want to carve out a decent amount of time to explore this fascinating place. If you’re less into wine and more into beer, Asheville has breweries galore. Enjoy a pint or two, and then cap off your visit at the Asheville Pinball Museum, which boasts over 75 pinball machines plus other games.

ABOUT THE AUTHOR

Sarah Lyon, Contributing Beauty & Lifestyle Writer

Sarah Lyon is a freelance writer and interior design enthusiast who currently lives in New York City. Her work focuses primarily on design and lifestyle topics ranging from decorating tips to beauty advice to travel guides.

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ABOUT THE AUTHOR

Lauren Blue, Lifestyle Staff Writer

As a Lifestyle Staff Writer for The Everygirl, Lauren ideates and writes content for every facet of our readers’ lives. Her articles span the topics of home decor, delicious recipes, hobbies, travel itineraries—and everything in between. When she isn’t testing the latest TikTok trend, she can be found scouring Instagram for beautiful homes to feature on the site.

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